Real Estate Investment Properties for Sale in Winsted, CT

Looking for investment property in Winsted, CT with high ROI ?

Explore a variety of short-term homes & houses in Winsted, CT. Invest wisely with VRBO & Winsted, CT Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Condos for Sale in Winsted, CT

Search for Condo for Sale in Winsted, Connecticut. Browse all of Mashvisor’s Condo listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 3 Condo listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
21 Riveredge Dr #21 Winsted, CT Updated 2-bedroom, 1.5-bath condo featuring a renovated kitchen with new appliances (2022)...	2 beds \| 1 baths \| 992 sq.ft.	$170,000	Airbnb cash on cash: -0.34% Traditional cash on cash: 7.78% Airbnb Rental Income: $1324 Traditional Rental Income: $2230 Airbnb ROI: -0.34% Traditional ROI: 7.78%
174 Wallens St Apt A5 Winsted, CT 174 Wallens St Apt A5, Winsted, CT 06098 \| Condo/Coop	2 beds \| 2 baths \| 1,946 sq.ft.	$289,000	Airbnb cash on cash: -2.09% Traditional cash on cash: 4.22% Airbnb Rental Income: $1324 Traditional Rental Income: $2633 Airbnb ROI: -2.09% Traditional ROI: 4.22%
111 Riverton Rd #57 Winsted, CT 111 Riverton Rd #57, Winsted, CT 06098 \| Condo/Coop	2 beds \| 1 baths \| 1,204 sq.ft.	$179,990	Airbnb cash on cash: -0.7% Traditional cash on cash: 4.97% Airbnb Rental Income: $1324 Traditional Rental Income: $1886 Airbnb ROI: -0.7% Traditional ROI: 4.97%
Other Investment Properties for Sale in Winsted
118 South Rd Winsted , CT Well cared for Colonial 4 bedroom 3 bath Home.Nice 2.76 acre lot , lightly wooded with a s...	4 beds \| 3 baths \| 2,240 sq.ft.	$419,000	Airbnb cash on cash: 2.99% Traditional cash on cash: 3.39% Airbnb Rental Income: $2843 Traditional Rental Income: $2337 Airbnb ROI: 2.99% Traditional ROI: 3.39%
878 W Wakefield Blvd Winsted , CT Fantastic waterfront home. 4 bedrooms and a huge family room with wet bar and sliders that...	4 beds \| 3 baths \| 3,330 sq.ft.	$998,000	Airbnb cash on cash: 0.18% Traditional cash on cash: 3.07% Airbnb Rental Income: $2843 Traditional Rental Income: $4870 Airbnb ROI: 0.18% Traditional ROI: 3.07%
160 Williams Ave Winsted , CT Come see this large 2 family with so much to offer! Zoned for small business. Or make it a...	6 beds \| 3 baths \| 3,302 sq.ft.	$385,000	Airbnb cash on cash: 2.15% Traditional cash on cash: 11.73% Airbnb Rental Income: $1872 Traditional Rental Income: $4833 Airbnb ROI: 2.15% Traditional ROI: 11.73%
94 Holabird Ave Winsted , CT Adorable 3-4 bedroom Cape. This home has been tastefully updated and will make a cozy home...	3 beds \| 1 baths \| 1,422 sq.ft.	$249,900	Airbnb cash on cash: 2.56% Traditional cash on cash: 6.1% Airbnb Rental Income: $1682 Traditional Rental Income: $2047 Airbnb ROI: 2.56% Traditional ROI: 6.1%
132 E Lake St Winsted , CT Welcome to East Lake Street at Highland Lake, where privacy, comfort, and year-round recre...	3 beds \| 2 baths \| 1,820 sq.ft.	$365,000	Airbnb cash on cash: 1.11% Traditional cash on cash: 7.01% Airbnb Rental Income: $1682 Traditional Rental Income: $3234 Airbnb ROI: 1.11% Traditional ROI: 7.01%
119 W Wakefield Blvd Winsted , CT This home and property provide a unique opportunity to own a multi family at Highland Lake...	4 beds \| 2 baths \| 1,781 sq.ft.	$849,900	Airbnb cash on cash: 0.74% Traditional cash on cash: 2.54% Airbnb Rental Income: $2843 Traditional Rental Income: $3606 Airbnb ROI: 0.74% Traditional ROI: 2.54%
68 Wetmore Ave Winsted , CT Extremely well cared for two family located on a desirable street in Winsted! Plenty of o...	6 beds \| 2 baths \| 2,555 sq.ft.	$349,999	Airbnb cash on cash: 4.36% Traditional cash on cash: 7.07% Airbnb Rental Income: $2843 Traditional Rental Income: $3070 Airbnb ROI: 4.36% Traditional ROI: 7.07%
71-73 Wheeler St Winsted , CT A positive income even if you live in one of the units. Two 2 family homes(4 units total) ...	8 beds \| 4 baths \| 2,000 sq.ft.	$450,000	Airbnb cash on cash: 3.01% Traditional cash on cash: 6.78% Airbnb Rental Income: $2843 Traditional Rental Income: $3766 Airbnb ROI: 3.01% Traditional ROI: 6.78%
63 Meadow St Winsted , CT Beautiful 3 family home just minutes from Highland Lake. Features new roof, windows, vinyl...	5 beds \| 3 baths \| 2,602 sq.ft.	$345,000	Airbnb cash on cash: 4.56% Traditional cash on cash: 9.3% Airbnb Rental Income: $2843 Traditional Rental Income: $3718 Airbnb ROI: 4.56% Traditional ROI: 9.3%
104 Maloney Ct Winsted , CT INTERIOR FRESHLY PAINTED, HARDWOOD FLOORS REFINISHED , AND READY FOR NEW FAMILY. THIS THRE...	3 beds \| 1 baths \| 1,008 sq.ft.	$284,000	Airbnb cash on cash: 2.18% Traditional cash on cash: 5.4% Airbnb Rental Income: $1682 Traditional Rental Income: $2074 Airbnb ROI: 2.18% Traditional ROI: 5.4%
258 Perch Rock Trl Winsted , CT Highland Lake Direct Waterfront Gem located on a quiet side street on the east side of the...	4 beds \| 2 baths \| 1,373 sq.ft.	$795,000	Airbnb cash on cash: 0.7% Traditional cash on cash: 0.91% Airbnb Rental Income: $2843 Traditional Rental Income: $2337 Airbnb ROI: 0.7% Traditional ROI: 0.91%
149 E Mountain Ave Winsted , CT Adorable and move in ready single level Cape style home. The first floor features a recent...	2 beds \| 1 baths \| 993 sq.ft.	$274,900	Airbnb cash on cash: 1.16% Traditional cash on cash: 4.29% Airbnb Rental Income: $1324 Traditional Rental Income: $1726 Airbnb ROI: 1.16% Traditional ROI: 4.29%
26 Elm St Winsted , CT Investors take notice? This is your deal. Located in the downtown disctrict next to the ne...	5 beds \| 3 baths \| 2,496 sq.ft.	$398,000	Airbnb cash on cash: 0.26% Traditional cash on cash: 10.76% Airbnb Rental Income: $1324 Traditional Rental Income: $4833 Airbnb ROI: 0.26% Traditional ROI: 10.76%
118 Meadow St Winsted , CT This charming historic home, built in 1860, blends timeless character with thoughtful upda...	3 beds \| 2 baths \| 1,652 sq.ft.	$260,000	Airbnb cash on cash: 2.32% Traditional cash on cash: 4.65% Airbnb Rental Income: $1682 Traditional Rental Income: $1808 Airbnb ROI: 2.32% Traditional ROI: 4.65%

Your search for investment property begins and ends here

Condos for Sale in Winsted, CT

21 Riveredge Dr #21

Winsted, CT

2 beds | 1 baths | 992 sq.ft.

$170,000

Airbnb cash on cash: -0.34%

Traditional cash on cash: 7.78%

Airbnb Rental Income: $1324

Traditional Rental Income: $2230

Airbnb ROI: -0.34%

Traditional ROI: 7.78%

174 Wallens St Apt A5

Winsted, CT

2 beds | 2 baths | 1,946 sq.ft.

$289,000

Airbnb cash on cash: -2.09%

Traditional cash on cash: 4.22%

Airbnb Rental Income: $1324

Traditional Rental Income: $2633

Airbnb ROI: -2.09%

Traditional ROI: 4.22%

111 Riverton Rd #57

Winsted, CT

2 beds | 1 baths | 1,204 sq.ft.

$179,990

Airbnb cash on cash: -0.7%

Traditional cash on cash: 4.97%

Airbnb Rental Income: $1324

Traditional Rental Income: $1886

Airbnb ROI: -0.7%

Traditional ROI: 4.97%

Other Investment Properties for Sale in Winsted

Winsted , CT

4 beds | 3 baths | 2,240 sq.ft.

$419,000

Airbnb cash on cash: 2.99%

Traditional cash on cash: 3.39%

Airbnb Rental Income: $2843

Traditional Rental Income: $2337

Airbnb ROI: 2.99%

Traditional ROI: 3.39%

Winsted , CT

4 beds | 3 baths | 3,330 sq.ft.

$998,000

Airbnb cash on cash: 0.18%

Traditional cash on cash: 3.07%

Airbnb Rental Income: $2843

Traditional Rental Income: $4870

Airbnb ROI: 0.18%

Traditional ROI: 3.07%

Winsted , CT

6 beds | 3 baths | 3,302 sq.ft.

$385,000

Airbnb cash on cash: 2.15%

Traditional cash on cash: 11.73%

Airbnb Rental Income: $1872

Traditional Rental Income: $4833

Airbnb ROI: 2.15%

Traditional ROI: 11.73%

Winsted , CT

3 beds | 1 baths | 1,422 sq.ft.

$249,900

Airbnb cash on cash: 2.56%

Traditional cash on cash: 6.1%

Airbnb Rental Income: $1682

Traditional Rental Income: $2047

Airbnb ROI: 2.56%

Traditional ROI: 6.1%

Winsted , CT

3 beds | 2 baths | 1,820 sq.ft.

$365,000

Airbnb cash on cash: 1.11%

Traditional cash on cash: 7.01%

Airbnb Rental Income: $1682

Traditional Rental Income: $3234

Airbnb ROI: 1.11%

Traditional ROI: 7.01%

Winsted , CT

4 beds | 2 baths | 1,781 sq.ft.

$849,900